Tag: M.W:300-400

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171504-98-6,Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 1 ,4-di-tert-butyl 2-methyl piperazine-l,2,4-tricarboxylate 29 (l.Og, 2.9 mmol) in DCM (20mL) was added TFA (2.3 lg, 20.3 mmol) at 0C. The reaction mixture was stirred at RT for 4h. TLC analysis indicated complete conversion of SM. Reaction was concentrated to remove excess of TFA and sticky solid so obtained was taken in DCM (20 mL). To this suspension, HATU (1.65g, 4.34 mmol), NMM (293 mg, 2.9 mmol), 3- formylbenzoic acid (435 mg, 2.9 mmol), and DMAP (lOmg) were added. Reaction mixture was stirred at RT for 16 h. The reaction was monitored by LCMS. The reaction mixture was diluted with DCM and washed with water; organic layer was separated, dried over Na2SC>4 and concentrated under reduced pressure. The sticky solid so obtained was added to a solution of NaOH (65mg, 1.6 mmol) in MeOH (5mL). Reaction mixture was stirred at rt for 7h. The reaction was monitored by TLC. When SM was completely consumed, reaction mixture was concentrated under vacuum. The solid was suspended in water and acidified to pH 6 using 1 N HC1. The suspension was filtered and the precipitate was triturated with ethanol to give 766 mg (20%) of 4-(3-formylbenzoyl)piperazine-2- carboxylic acid 32 as sticky solid. LCMS (254nm): [M+H]+ 276.95 (100%).

171504-98-6, The synthetic route of 171504-98-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CEPHALON, INC.; BRESLIN, Henry J.; CURRY, Matthew A.; GINGRICH, Diane E.; LEARN, Keith S.; OTT, Gregory R.; WAGNER, Jason C.; WO2013/116291; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate (500.0 g), l-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[l,l’-biphenyl]-2-yl)- methyljpiperazine (1114.0 g) and N,N-diisopropylethylamine (225.8 g) in dimethylsulphoxide (1500 mL) was heated to 90 to 105 degree Celsius for 26h. The reaction mixture was diluted with ethyl acetate (2500 ml) and washed with water (2500 mL). The organic layer was concentrated under vacuum. The residue was taken up in methanol (2500 mL) at 60 to 65 degree Celsius and cooled to 20 to 30 degree Celsius and stirred for 4h, followed by 0 to 5 degree Celsius for 3h. The resulting slurry was filtered and washed with cold methanol (500 mL). The filtered solid was treated with concentrated hydrochloric acid (218.3 g) in methanol (3200 mL) followed by addition of water (1600 mL). The resulting slurry was cooled to 0 to 5 degree Celsius, filtered and washed with a 2:1 mixture of methanol-water and the solid dried under vacuum at 50 to 60 degree Celsius for 16 h to provide methyl 2-((lH-pyrrolo[2,3-b]pyridin-5- yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro[l,l’-biphenyl]-2- l)methyl)piperazin- 1 -yl)-benzoate. HC1. Yield: 74.14% (805g) HPLC Purity: -99.3% 1H NMR data-(DMS 0-d6) : d 0.942 (s, 6H), 1.444 (t, J=6.4 Hz, 2H), 2.014 (s, 2H), 2.366 (t, br, 2H), 2.723 (d, 2H), 3.281 (m, 4H), 3.702 (m, 2H), (m, d, J=12.8 Hz, 8H), 3.542 (s, 2H), 3.659 (s, 3H), 6.385 (dd, J= 1.6, 2.0, 3.2, 3.6Hz, 1H), 6.414-6.420 (d, =2.4Hz, 1H), 6.776 (dd, J=2.4, 9.2Hz, 1H), 7.105 (d, J=8.4Hz, 2H), 7.395( d, J=8.4Hz, 2H), 7.438 (d, J=2.0, 1H), 7.483 (t, J=2.8Hz, 1H), 7.781 (d, J=9.2Hz, 1H), 7.999 (d, J=2.8Hz, 1H), 10.752 (s, br, 1H), 11.666 (s,lH)., 1228780-72-0

1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; FRESENIUS KABI ONCOLOGY LTD.; GUPTA, Chandan Kumar; DHIMAN, Navdeep; SANGHANI, Sunil; SINGH, Govind; LAHIRI, Saswata; CABRI, Walter; GUPTA, Nitin; (0 pag.)WO2020/3272; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.509073-62-5,tert-Butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,509073-62-5

Step b – terf-butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate; A solution of tert-butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate (1.0Og, 3.00mmol) in MeOH (60ml) was hydrogenated at 2O0C at atmospheric pressure using an H-Cube (flow rate at 1 ml/min and full hydrogen mode) using a Pd/C cartridge. The solvent was removed in vacuo Xo afford te/f-butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate (0.85g, 2.79mmol, 93%) as a white solid. 1H NMR (CDCI3) delta 1.41 (9H, s), 3.38 (4H, m), 3.53 (4H, m), 4.07 (2H, br. s), 6.55 (2H, d), 7.17 (2H, d). LCMS (2) Rt: 2.14min; m/z (ES+) 306.

The synthetic route of 509073-62-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SAREUM LIMITED; WO2008/139161; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

112257-12-2, tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

112257-12-2, To a stirred and cooled (0 C.) solution of the step 1 product (2.00 g, 6.51 mmol) and isopropanol (0.50 mL, 6.5 mmol) in N,N-dimethylformamide (60 mL) was added a 60% dispersion of sodium hydride in mineral oil (0.290 g, 7.25 mmol). The mixture was allowed to slowly warm to room temperature and stirred overnight. The reaction was then concentrated and partitioned between water (?100 mL) and ethyl acetate (?50 mL). The organic layer was combined with a second extract (ethyl acetate, 1*?30 mL), dried (Na2SO4) and concentrated to afford a pale amber gum. The crude product subjected to automated flash chromatography (Combiflash system; 50 to 75% ethyl acetate in heptane; 80 g Gold silica column) to afford purified title compound (Rf?0.6 with 3:1 ethyl acetate/heptane as the eluant) as colorless gum which slowly solidified to a white solid (0.515 g, 28%; low yield was the result of failed triggering of automatic fraction collection due to the compound’s weak UV activity). 1H NMR (400 MHz, CDCl3) 4.13 (s, 2H), 3.67 (hept, J=6.1 Hz, 1H), 3.61-3.51 (m, 4H), 3.48-3.39 (m, 4H), 1.47 (s, 9H), 1.19 (d, J=6.1 Hz, 3H) ppm.

As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.

Reference：
Patent; GENZYME CORPORATION; LIM, Sungtaek; BARKER, JR., Robert H.; CROMWELL, Mary A.; MAKINO, Elina; HIRTH, Bradford; JIANG, John; MANIAR, Sachin; MUNSON, Mark; CHOI, Yong-Mi; THURAIRATNAM, Sukanthini; MUSICK, Kwon Yon; PRIBISH, James; ANGELASTRO, Michael; US2020/102324; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128102-16-9,(R)-4-Benzyl 1-Boc-2-methylpiperazine-4-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 4-benzyl 1-tert-butyl 2-methylpiperazine-1,4-dicarboxylate (4.8 g, 14.4 mmol) in methanol (25 mL) was added 480 mg of 10% Pd/C and stirred at room temperature under hydrogen overnight. Filtered and concentrated to give the title product (2.8 g, yield 97%) as colorless oil. 1H-NMR (400 MHz, CDCl3) delta (ppm): 1.21 (d, J=6.8 Hz, 3H), 1.46 (s, 9H), 2.64-2.70 (m, 1H), 2.74-2.78 (m, 1H), 2.88-3.01 (m, 3H), 3.78 (d, J=12.4 Hz, 1H), 4.16 (m, 1H); LC-MS (ESI) m/z: 201 (M+1)+, 128102-16-9

The synthetic route of 128102-16-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

112984-60-8, 6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of e-Ffuoro–methyl-T-l^ l-Cl-methyl-S-nitro-iniidazol- l-y)-ethyl]-piperazm-l -yl}-4-oxo-4H-2-th5a-8b-aza-cyclobiita[a]naphihafene- 3-carboxyfic acid (119): To a stirred solution of 6-Fluoro- l -methyl-4-oxo-7- piperazin- 1 -yl-4H-2-ihia-8 -aza-cyclobuta[a]naphihaiene-3-earboxyiic acid, (II) (5. 1 6g. 14,76 mmol ) in dimethylforrnarnide ( 1 00ml) was added potassium carbonate (2.03g, 14.76 mmol) followed by addition of compound (I) (2g, 7.2 mmol) and the reaction mixture was heated at 90 C for 16h. The reaction mixture was di luted with ethyl acetate, washed twice with water and finally dried over sodium sulphate to obtain the crude mass. The crude was purified by flash column chromatography while eluting with 4-5% methanol/dichlorornethane mixture to obtain the pure compound ( 1 19) with 20% isolated yield. FontWeight=”Bold” FontSize=”10″ H-NMR (400 MHz, CDCI3) 5ppm: 2.12 (3H, d, J = 6.4 Hz, CH3), 2.52 (3H, s, CH3), 2.64 (4H, m, 2 xCH2), 2.72(2H, t, J = 6 Hz, CH2), 3.1 1 -3. 18 (4H, m, 2 x CH2), 4.43-4.49 (2H, m, CH2N). 5.8-5.9 ( 1 H, q, J,= 6.4Hz, J2 = 1 2.8Hz, CHSN), 6.3 (3 H, d, J = 6.8Hz, Ar- H), 7.92 (1 H, s, Ar-H), 7.95 ( 1 H, s, Ar-H). ESf-MS (m/z): 503 (M+H)

112984-60-8, The synthetic route of 112984-60-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VYOME BIOSCIENCES PVT. LTD.; SENGUPTA, Shiladitya; CHAWRAI, Suresh Rameshlal; GHOSH, Shamik; GHOSH, Sumana; JAIN, Nilu; SADHASIVAM, Suresh; BUCHTA, Richard; BHATTACHARYYA, Anamika; WO2015/114666; (2015); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182618-86-6,1-Boc-4-(4-Nitrophenyl)piperazine,as a common compound, the synthetic route is as follows.

Pd on C 10% (0.3 % p/p) was added to a solution of terf-butyl 4-(4-nitrophenyl)piperazine-l-carboxylate (1 eq) in a mixture (1 : 1 ratio) MeOH : EtOAc (0.03 M). The atmosphere in the reaction vessel was charged with H2 (1 arm.) and the reaction stirred vigorously for 2 h. At this time, the reaction mixture was filtered through a pad of celite and concentrated in vacuo to afford the title compound (quant); MS (ES+) m/z 278 (M+H)+

182618-86-6, 182618-86-6 1-Boc-4-(4-Nitrophenyl)piperazine 3380696, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Istituto Di Ricerche Di Biologia Molecolare P. Angeletti SpA; WO2006/38039; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112984-60-8,6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 2 Preparation of (R)-(+)-uliflourxacin; 105 g of racemic uliflourxacin was dissolved in 1,500 mL of DMSO. 27 g of L-tartaric acid was dissolved in 405 mL dimethyl sulfoxide dropwise while stirring to allow that the solution became turbid and the precipitation occurred. The solution was stirred at room temperature for 20 hours and then filtered. The collected solid was dried under vacuum to obtain 82 g solid which was recrystallized in dimethyl sulfoxide to obtain 34 g of dextrouliflourxacin-L-tartarte. Said salt was added into water to obtain a suspension, and the pH value was adjusted to 7-8 with 2% NaOH aqueous solution while stirring. After filtration and drying, 22 g of (R)-uliflourxacin was obtained, having a chemical name (R)-(+)-6-fluoro-1-methyl-4-oxo-(1-piperazinyl)-1H,4H-[1,3]thiazeto[3,2-a]quinoline -3-carboxylic acid. Specific rotation [alpha]20D= +132.4 (c=0.5, 0.1 mol/L methanesulfonic acid), optical purity e.e. 96%., 112984-60-8

As the paragraph descriping shows that 112984-60-8 is playing an increasingly important role.

Reference：
Patent; Hainan Hualon Pharmaceutical Co., Ltd.; EP2524922; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EDC HC1 (1.5 eq) and HOBt (1.5 eq) were added to a solution of (5)-l-((benzyloxy)carbonyl)-4- (tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in DMF (0.3 M) and the resulting mixture was stirred at 20 C for 15 min, then 2-hydroxy-l-(2-methoxyquinolin-3-yl)ethan-l-one (1.0 eq) and DMAP (0.3 eq) were added. After 2 h the solvent was removed and the residue was dissolved in EtOAc, washed with H20, brine, dried and concentrated. The residue was purified by flash chromatography (petroleum ether/EtOAc, from 100:0 to 20:80) to give the title compound (35%). MS (ES+) m/z 564 (M+H)+.

150407-69-5, As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.479353-63-4,1-Boc-4-(4-Carboxybenzyl)piperazine,as a common compound, the synthetic route is as follows.

Example 51 tert-Butyl 4-{4-[({4-[(E,Z)-[(3-bromo-4-fluorophenyl)amino](hydroxyimino)methyl]-1,2,5-oxadiazol-3-yl}amino)carbonyl]benzyl}piperazine-1-carboxylate trifluoroacetate A solution of 3-(4-amino-1,2,5-oxadiazol-3-yl)-4-(3-bromo-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one (30 mg, 88 mumol), 4-{[4-(tert-butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid (84 mg, 0.26 mmol), and 4-dimethylaminopyridine (6.4 mg, 53 mumol) in pyridine (0.75 mL) was treated with phosphoryl chloride (25 muL, 0.27 mmol) dropwise at -15 C. The reaction mixture was heated in a microwave at 100 C. for 5 min. The reaction mixture was concentrated to residue which was rediluted with methanol (1 mL), treated with 2.0 M sodium hydroxide in water (0.3 mL, 0.6 mmol), and stirred for 30 min. The reaction mixture was quenched with acetic acid (50 muL, 0.9 mmol), filtered, and purified by preparative LCMS to give the desired product (29 mg, 45%). LCMS for C26H30BrFN7O5 (M+H)+: m/z=618.0, 620.0.

479353-63-4, 479353-63-4 1-Boc-4-(4-Carboxybenzyl)piperazine 2795516, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Combs, Andrew P.; Yue, Eddy W.; US2006/258719; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics